Hillcrest Drive, Lady Lake, FL
Everything we know about Hillcrest Drive in Lady Lake: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
36 homes sit on Hillcrest Drive in Lady Lake, FL (ZIP 32159), built 1987–1992, a typical 1,193 sq ft with 2 bedrooms. 3 are for sale right now from $189,900 to $250,000. Homes that sold since 2023 went for a median $192,288.
For sale on Hillcrest Drive now
The homes on Hillcrest Drive
10 single-family, 26 condo/townhome/other. Built by decade: 1980s 29, 1990s 7.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1522 Hillcrest Drive | $155,000 | 2025-11-14 | 1988 | 1,040 |
| 1541 Hillcrest Drive | $215,000 | 2025-08-18 | 1989 | 1,248 |
| 1557 Hillcrest Drive | $170,000 | 2025-03-07 | 1987 | 832 |
| 1551 Hillcrest Drive | $165,000 | 2024-12-20 | 1989 | 1,243 |
| 1520 Hillcrest Drive | $208,000 | 2024-09-16 | 1987 | 1,040 |
| 1539 Hillcrest Drive | $265,000 | 2024-05-23 | 1989 | 1,248 |
| 1550 Hillcrest Drive | $176,575 | 2024-04-30 | 1988 | 1,196 |
| 1571 Hillcrest Drive | $122,500 | 2024-04-25 | 1989 | 832 |
| 1523 Hillcrest Drive | $165,000 | 2024-04-10 | 1987 | 1,191 |
| 1555 Hillcrest Drive | $219,000 | 2023-08-11 | 1987 | 936 |
| 1519 Hillcrest Drive | $244,900 | 2023-06-14 | 1988 | 1,040 |
| 1553 Hillcrest Drive | $248,000 | 2023-05-31 | 1990 | 1,592 |
| 1527 Hillcrest Drive | $294,900 | 2022-11-28 | 1988 | 1,431 |
| 1504 Hillcrest Drive | $96,500 | 2021-03-19 | 1988 | 936 |
| 1532 Hillcrest Drive | $123,000 | 2020-06-04 | 1987 | 1,092 |
| 1536 Hillcrest Drive | $159,550 | 2020-03-23 | 1987 | 1,446 |
| 1559 Hillcrest Drive | $125,500 | 2019-12-20 | 1987 | 832 |
| 1531 Hillcrest Drive | $162,000 | 2019-07-24 | 1988 | 1,040 |
| 1507 Hillcrest Drive | $166,000 | 2019-03-28 | 1987 | 1,336 |
| 1503 Hillcrest Drive | $169,000 | 2017-12-14 | 1991 | 1,040 |
Communities along Hillcrest Drive
- Lady Lake Orange Blossom Gardens · 12 homes on the street
- Orange Blossom Gardens · 1 homes on the street
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 160 homes for sale in Lady Lake, homes for sale in 32159.